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Asymmetric hydrogenation of methyl 3,5-dioxohexanoate catalyzed by ru-binap complex: a short step asymmetric synthesis of dihydro-60methyl-2-H-pyran-2-one
Authors:Liming Shao   Toshiyuki Seki   Hiroyuki Kawano  Masahiko Saburi
Affiliation:

Department of Industrial Chemistry, Faculty of Engineering, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113 Japan

Abstract:Hydrogenation of methyl 3,5-dioxohexanoate 3 using Ru2Cl4((R) or (S)-binap)2(NEt3) as the catalyst gave dominantly anti 3,5-dihydroxyester 9, which was then converted into unsaturated lactone 4. The pathway of the hydrogenation reaction was also investigated.
Keywords:β,δ-diketoester   Ru-binap catalyst   asymmetric hydrogenation   asymmetric synthesis   lactone.
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